Cheap flights from Alabama to Chicago from $40

The month of November is, on average, the cheapest month to fly to Chicago Midway Airport from Alabama, with most prices found around $199. If you are unable to visit Chicago Midway Airport during the month of November, then departing from Alabama during the month July is also very affordable. Most momondo users find prices during this month for around $238.

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Alabama. The lowest ticket price found for a Saturday departure recently was $381. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Alabama because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $512.

Flying to Chicago Midway Airport from Alabama in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $396 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $446. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Birmingham to Chicago Midway for the best Alabama - Chicago Midway flight prices

You could potentially save up to 60% on your flight if you consider stops on a Alabama to Chicago Midway Airport flight.

As of May 2026, there are 23 flights per day flying from Alabama to Chicago Midway Airport. The most common time of day flights depart is 10:00AM, with 75% of flights taking off at noon.

The number of flights available between Alabama and Chicago Midway Airport is 164 per week as of May 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.